Benefits:

401(k) matching

Competitive salary

Dental insurance

Health insurance

Opportunity for advancement

Paid time off

Training & development

Vision insurance

Benefits/Perks

Daily Mass and spiritual enrichment as part of a faithful school community

Joyful and mission-centered school culture

Competitive compensation

Professional development opportunities through the Chesterton Schools Network

A unique opportunity to shape a growing school’s arts and drama program from the ground up

Job Summary

Chesterton Academy of The Divine Family, a joyfully Catholic, classical high school in the Chesterton Schools Network, seeks a passionate and mission-driven Debate Teacher for the 2025–2026 school year.

The Debate Teacher will guide students in the art of logical reasoning, public speaking, and persuasive argumentation within a classical framework that upholds Catholic values. The teacher will cultivate a classroom culture grounded in intellectual charity, respectful dialogue, and truth-seeking, while preparing students for both in-class debate and local or national competitions.

This position is ideal for someone who is excited to help build a culture of confidence, rhetorical excellence, and virtue in a new and growing Catholic school community.

Responsibilities

Instruction & Curriculum

Deliver engaging and rigorous debate instruction rooted in classical rhetoric

Introduce students to formal logic, rhetorical strategies, and structured debate formats

Prepare students for in-class debates and, if applicable, external competitions or showcases

Encourage respectful discourse, logical reasoning, and virtue in dialogue

Provide clear feedback to help students grow in confidence and skill

Classroom Culture & Student Development

Create a classroom environment that fosters joy, intellectual discipline, and Catholic identity

Support students in developing critical thinking, leadership, and public speaking skills

Collaborate with faculty to integrate debate themes into interdisciplinary learning where appropriate

Serve as a mentor and example of Catholic character and academic integrity

School Life & Community Engagement

Participate in faculty meetings, spiritual formation, and school-wide events

Support student-led initiatives, clubs, or additional enrichment tied to debate and rhetoric

Partner with parents and the school community to support student success and growth

Qualifications

Bachelor’s degree in Communications, Rhetoric, Education, Philosophy, or a related field

Prior teaching experience or experience coaching debate (preferred)

Familiarity with classical education and the trivium (Grammar, Logic, Rhetoric)

Strong public speaking, communication, and organizational skills

Practicing Roman Catholic, joyfully faithful to the Magisterium, and willing to take the Oath of Fidelity

A heart for formation, evangelization, and mentoring high school students